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Sulfonated polyimides containing 1,2,4-triazole groups for proton exchange membranes

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Abstract

A series of sulfonated polyimide copolymers as novel proton exchange materials were synthesized by the polycondensation of 1,4,5,8-naphthalene-tetracarboxylic dianhydride (NTDA), sulfonated diamine based on pyridine group and diamine containing N-phenyl-1,2,4-triazole moiety. Flexible, transparent and tough membranes with high thermal stability and good mechanical properties were obtained. They exhibited good stability in boiling water and Fenton’s reagent at 80 °C. More interestingly, a nonlinear relationship between proton conductivities of the resulting membranes and the degree of sulfonation (DS) was observed. The membrane with 50% DS exhibited the maximum proton conductivity, which was due to the combinational contributions of sulfonic acid and N-pheny-1,2,4-triazole groups. Thus, the N-phenyl-1,2,4-triazole moiety in this study not only can depress water absorption but also increase proton conductivity, especially at low DS.

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References

  1. Barbir, F. and G’omez, T., Int. J. Hydrogen Energy, 1997, 22(10–11): 1037

    Google Scholar 

  2. Savadogo, O., J. New Mat. Electrochem. Syst., 1998, 1(1): 47

    CAS  Google Scholar 

  3. Mehta, V. and Cooper, J.S., J. Power Sources, 2003, 114(1): 32

    Article  CAS  Google Scholar 

  4. Mauritz, K.A. and Moore, R.B., Chem. Rev., 2004, 104(10): 4535

    Article  CAS  Google Scholar 

  5. Alberti, G. and Casciola, M., Solid State Ionics, 2001, 145(1–4): 3

    Article  CAS  Google Scholar 

  6. Kreuer, K.D., Paddison, S.J., Spohr, E. and Schuster, M., Chem. Rev., 2004, 104(10): 4637

    Article  CAS  Google Scholar 

  7. Rikukawa, M. and Sanui, K., Prog. Polym. Sci., 2000, 25(10): 1463

    Article  CAS  Google Scholar 

  8. Roziere, J. and Jones, D.J., Annu. Rev. Mater. Res., 2003, 33: 55

    Article  Google Scholar 

  9. Hickner, M.A., Ghassemi, H., Kim. Y.S., Einsla, B.R. and McGrath, J.E., Chem. Rev., 2004, 104(10): 4587

    Article  CAS  Google Scholar 

  10. Faure, S., Cornet, N., Gebel, G., Mercier, R., Pineri, M. and Sillion, B., Proceedings of second international symposium on new materials for fuel cell and modern battery systems, in: O. Savadogo, P. Roberge (Eds.), Montreal, 1997, p. 818

  11. Yin, Y., Yamada, O., Hayashi, S., Tanaka, K., Kita, H. and Okamoto, K., J. Polym. Sci. Part A: Polym. Chem., 2006, 44(12): 3751

    Article  CAS  Google Scholar 

  12. Fang, J.H., Guo, X.X., Harada, S., Watari, T., Tanaka, K., Kita, H. and Okamoto, K., Macromolecules, 2002, 35(24): 9022

    Article  CAS  Google Scholar 

  13. Cornet, N., Diat, O., Gebel, G., Jousse, F., Marsacq, D., Mercier, R. and Pineri, M., J. New Mater. Electrochem. Syst., 2000, 3(1): 33

    CAS  Google Scholar 

  14. Watari, T., Fang, J., Tanaka, K., Kita, H., Okamoto, K. and Hirano, T., J. Membr. Sci., 2004, 230(1–2): 111

    Article  CAS  Google Scholar 

  15. Asano, N., Aoki, M., Suzuki, S., Miyatake, K., Uchida, H. and Watanabe, M., J. Am. Chem. Soc., 2006, 128(5): 1762

    Article  CAS  Google Scholar 

  16. Miyatake, K., Chikashige, Y., Higuchi, E. and Watanabe, M., J. Am. Chem. Soc., 2007, 129(13): 3879

    Article  CAS  Google Scholar 

  17. Yin, Y., Fang, J., Watari, T., Tanaka, K., Kita, H. and Okamoto, K., J. Mater. Chem., 2004, 14(6): 1062

    Article  CAS  Google Scholar 

  18. Sutou, Y., Yin, Y., Hu, Z.X., Chen, S.W., Kita, H., Okamoto, K., Wang, H.Y. and Kawasato, H., J. Polym. Sci. Part A: Polym. Chem., 2009, 47(5): 1463

    Article  CAS  Google Scholar 

  19. Alberti, G., Casciola, M., Massinelli, L. and Bauer, B., J. Membr. Sci., 2001, 185(1): 73

    Article  CAS  Google Scholar 

  20. Zhang, W., Tang, C.M. and Kerres, J., Sep. Purif. Tech., 2001, 22–23: 209

    Article  Google Scholar 

  21. Cui, W., Kerres, J. and Eigenberger, J., Sep. Purif. Tech., 1998, 14: 145

    Article  CAS  Google Scholar 

  22. Kerres, J., Zhang, W. and Cui, W., J. Polym. Sci. Part A: Polym. Chem., 1998, 36(9): 1441

    Article  CAS  Google Scholar 

  23. Nolte, R., Ledjeff, K., Bauer, M. and Mülhaupt, R., J. Membr. Sci., 1993, 83(2): 211

    Article  CAS  Google Scholar 

  24. Kerres, J., Cui, W. and Junginger, M., J. Membr. Sci., 1998, 139(2): 227

    Article  CAS  Google Scholar 

  25. Jörissen, L., Gogel, V., Kerres, J. and Garche, J., J. Power Sources, 2002, 105(2): 267

    Article  Google Scholar 

  26. Gao, Y., Robertson, G.P., Guiver, M.D., Jian, X., Mikhailenko, S.D. and Kaliaguine, S., Solid State Ionics, 2005, 176(3–4): 409

    Article  CAS  Google Scholar 

  27. Kerres, J., Ullrich, A., Meier, F. and Häring, T., Solid State Ionics, 1999, 125(1–4): 243

    Article  CAS  Google Scholar 

  28. Kerres, J. and Ullrich, A., Sep. Purif. Technol, 2001, 1: 22

    Google Scholar 

  29. Yamada, M. and Honma, I., Electrochim Acta, 2003, 48(17): 2411

    Article  CAS  Google Scholar 

  30. Jin, R.Z., Li, Y.H., Xing, W., Qiu, X.P., Ji, X.L. and Gao, L.X., Polym. Adv. Technol., 2012, 23(1): 31

    Article  CAS  Google Scholar 

  31. Ding, M.X., Prog. Polym. Sci., 2007, 32(6): 623

    Article  CAS  Google Scholar 

  32. Lei, R., Kang, C.Q., Huang, Y.J., Li, Y.H., Wang, X., Jin, R.Z., Qiu, X.P., Ji, X.L., Xing, W. and Gao, L.X., J. Appl. Polym. Sci., 2009, 114(5): 3190

    Article  CAS  Google Scholar 

  33. Saito, J., Miyatake, K. and Watanabe, M., Macromolecules, 2008, 41(7): 2415

    Article  CAS  Google Scholar 

  34. Devanathan, R., Energy Environ. Sci., 2008, 1(1): 101

    Article  CAS  Google Scholar 

  35. Potrekar, R.A., Kulkarni, M.P., Kulkarni, R.A. and Vernekar, S.P., J. Polym. Sci. Part A: Polym. Chem., 2009, 47(9): 2289

    Article  CAS  Google Scholar 

  36. Subbaraman, R., Ghassemi, H. and Zawodzinski, Jr., T. Solid State Ionics, 2009, 180(20–22): 1143

    Article  CAS  Google Scholar 

  37. Martwiset, S., Woudenberg, R.C., Granados-Focil, S., Yavuzcetin, O., Tuominen, M.T. and Coughlin, E.B., Solid State Ionics, 2007, 178(23–24): 1398

    Article  CAS  Google Scholar 

  38. Nagamani, C., Versek, S., Thorn, M., Tuominen, M.T. and Thayumanavan, S., J. Polym. Sci. Part A: Polym. Chem., 2010, 48(9): 1851

    Article  CAS  Google Scholar 

  39. Zhen, Z., Siwen, L., Yuelan, Z., Meilin, L. and Wen, L., J. Am. Chem. Soc., 2005, 127(31): 10824

    Article  Google Scholar 

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Correspondence to Lian-xun Gao  (高连勋).

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Lei, R., Gao, Lx., Jin, Rz. et al. Sulfonated polyimides containing 1,2,4-triazole groups for proton exchange membranes. Chin J Polym Sci 32, 941–952 (2014). https://doi.org/10.1007/s10118-014-1460-7

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  • DOI: https://doi.org/10.1007/s10118-014-1460-7

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